Nestled in the heart of prestigious Wellesley Farms, this stately 1930 center entrance Colonial offers timeless curb appeal and an exceptional opportunity to reimagine a classic. Boasting approximately 3,712 square feet of living space, this gracious home features five spacious bedrooms, three full baths, and a convenient half bath. With a solid brick exterior, enduring slate roof, and rock-solid bones, this property exudes old-world craftsmanship rarely found today. While the interior awaits your personal vision and updates, the home's elegant proportions, rich architectural details, and prime location provide an incredible canvas to create your dream residence in one of Wellesley's most sought-after neighborhoods.Sold ASIS. Priced to sell.
Move right in to this beautifully appointed 4-bedroom home offering exceptional space, custom finishes, and designer details throughout. The sun-filled open floor plan features a white kitchen with Carrara marble countertops that flows effortlessly into the inviting family room with a gas fireplace. A private deck off the family room is perfect for grilling and outdoor entertaining, while abundant south-facing windows fill the home with natural light. A first-floor office provides an ideal work-from-home space. The spacious primary suite offers walk-in closet and a spa-inspired bath. Two addt’l bedrooms share a full bath. The walkout lower level boasts 12-foot ceilings, a large recreation room, and flexible bonus space for a 4th bedroom w/ a full bath or fitness room. A 2-car garage, professional landscaping, and a level backyard complete this exceptional property. Conveniently located near Boston, commuter rail, shops, restaurants and the Schofield School playground and tennis courts!
Set on a quiet residential cul-de-sac, this thoughtfully renovated 3-bedroom, 3-bath home offers a host of upgrades designed for effortless everyday living. The kitchen flows naturally into the sun-drenched dining room, where windows on three sides and one of three wood-burning fireplaces add warmth and character to the space. Together they look out over an expansive backyard, where a paver patio and mature landscaping create a private outdoor retreat perfect for entertaining or simply unwinding after a long day. Downstairs, the finished lower level adds tremendous flexibility with a secondary living room, a private office, a full bathroom, ample storage, and direct access to the garage. Close to Wellesley's town center, middle school, and high school, this is a home that truly has it all.
Set within Wellesley’s distinguished Cliff Estates, this contemporary residence, completed in 2025, blends scale, refined design, and modern luxury across three finished levels. A grand foyer with floating stair and walls of windows introduces light-filled interiors with generous ceiling heights. Formal living and dining rooms, supported by a Butler’s station, elevate entertaining. The kitchen anchors daily life with an oversized island, premium appliances, and a separate pantry with patio access. A family room, private office, and first-floor en-suite complete the main level. Upstairs, the primary retreat offers a spa-inspired bath and custom walk-in closet, set apart from a lounge and three en-suite bedrooms. The walkout lower level extends the living space with recreation, media, gym, and an en-suite guest room. Two bluestone patios and a landscaped yard bordered by a mature tree line create a private outdoor setting near shops, dining, trails, and Wellesley Country Club.
Location, Location, Location! Lovingly maintained Victorian home on a beautifully landscaped, fenced, level yard. First floor offers bright and inviting living room, dining room with French doors that lead to a large private brick patio, expanded and updated eat-in kitchen, and a large updated half bathroom. Three bedrooms and an updated full bath are located on the second floor. Additionally, there is a flexible bonus room located on the third floor that can be used as an office/playroom or fourth bedroom. This home is ideally situated just minutes from Linden Square, local shops, restaurants, schools, commuter rail, and Wellesley town center, with easy access to major routes and highways. Open House Sunday July 19th 1 pm - 3 pm.
Beautifully maintained 4 bedroom, 3.5 bath Colonial offering 3,776 square feet of versatile living space in a highly desirable Wellesley location. Built in 1993, this home combines timeless design with the flexibility today's buyers seek. The thoughtfully designed floor plan features spacious living and entertaining areas, a dedicated home office ideal for remote work with generous natural light throughout. The finished walk out lower level provides exceptional bonus space perfect for a recreation room, media room or guest retreat - offering direct access to the outdoors. Upstairs, comfortable bedrooms and well-appointed baths create a welcoming setting for family and guests alike. Ideally situated near commuter rail access, major routes, and all that Linden Square has to offer, including shops, restaurants, and everyday conveniences. This home delivers the perfect balance of comfort and convenience in one of Wellesley's most sought after neighborhoods.
Come see the perfect blend of sophisticated design and everyday comfort in this stunning 3-bedroom, 2.5-bathroom brick home situated on a picturesque, tree-lined street. The inviting open floor plan is bathed in natural light, accentuating the gleaming hardwood floor running throughout the entire home. A chef’s kitchen on the first floor featuring high-end appliances, custom cabinets, and ample prep space. An elegant French door leads directly from the dining area to a spacious deck for relaxing & entertaining. A sun-drenched space perfect for a quiet home office/sunroom. Primary bedroom on 2nd floor is your private sanctuary featuring a beautiful ensuite bath with heated floor. Two additional well-sized bedrooms offer flexibility for family, guests or hobby rooms. The versatile lower-level finished space provides ultimate setting for a game/exercise room. Enjoy the convenience of "walk-to" living, whether you are commuting via nearby train station or exploring the vibrant town center.
One of Wellelsey's signature properties! Rarely available 18 room estate w/ 4 floors of living situated in the heart of Peirce Estates. Stunning foyer w/ curved staircase. Sunken living room w/ coffered ceilings & stone fireplace. Oversized dining room w/ bay window plus large butler's pantry. Kitchen w/ stainless appliances, center island & breakfast nook. One of a kind family room filled w/ built-in bookcases, coffered ceiling, fireplace & wet bar perfect for entertaining & everyday living. Wood panel den/office. Main bedroom w/ 2 walk-in closets & fireplace. 3 additional beds & 2 baths. Large sitting room/bonus room w/ fireplace completes 2nd floor. Third floor w/ 2 more beds & bath plus another large bonus room with built-in bunk beds. Lower level w/ playroom, game room & bar room. Over 7700 sq ft with almost one acre of privacy abutting the reservoir. Fieldstone patio. 400 amp service. 3 car garage & steel beam construction. Your chance to own one of Wellesley's most iconic homes!
**** Attention Builders, Developers and End Users**** The project that you have been waiting for! Brimming with charm and potential, this classic colonial is nestled into a highly sought after Wellesley neighborhood. Charm abounds at this 3 Bedroom, 2 Bath home. Incredible upside/ investment potential. Renovate or build new. The home features a formal living room with fireplace, dining room, three season porch and kitchen. Hardwood floors and period details. One car garage and lovely private yard with mature plantings. Very close proximity to The Bates School, Kelly Memorial Park and fields, Boulder Brook Reservation, Fells Market and all that Wellesley has to offer.
Meticulously updated and turnkey move in!32 Bobolink Rd combines classic charm with modern conveniences. Recent improvements including a new roof, updated HVAC systems & interior upgrades,unbeatable location close to all the Wellesley top schools, parks, shopping, and commuter routes.Bright and spacious raise ranch house which located on a quiet street. Gleaming hardwood floors , open concept updated kitchen with maple cabinets and granite countertops. The spacious living and dining areas flow effortlessly into a welcoming family room with sliding doors leading to a private patio—perfect for entertaining or relaxing outdoors. Master bedroom comes with a bonus room, two more bedrooms on the 1st level with lots of storage space. Lower level is a finished basement, comes with one more bedroom, full bath, laundry, mudroom and access to the attached two car garages. Fenced in yard, minutes from Schofield Elementery School. Don't miss your chance to make 32 Bobolink Rd your new home!
Set on a tree-lined block in the coveted Cliff Estates enclave, this to-the-studs 2025-26 renovation + expansion of a classic NE Colonial is a singular achievement of brilliant design, timeless elegance, and refreshing livability. The expansive living spaces are distinguished by beautifully curated fixtures and finishes, from the fluted marble fireplace to bespoke lighting and hardware. Anchored by a breathtaking central island and 42” Wolf range, the kitchen opens to a spacious family room, dining, and separate great room which all embrace views of the lushly landscaped nearly ½-acre lot. Versatile 1st fl ensuite guest room / office. Four gracious 2nd fl inc. four gracious bedrooms and three elegant new baths inc. a luxe primary suite + laundry. Amazing skylit 3rd fl with new 2026 dormer inc. a 6th bedroom or office + auxiliary living area. Walkout lower level w direct-entry garage, mudroom, ½ bath, open-plan LR or gym + sliders to covered patio and grassy yard. Premier location.
This exceptional new construction home is the perfect blend of transitional elegance and modern design. It is crafted with impeccable attention to detail. Warm, rich white oak accents, custom millwork, and designer finishes create an inviting atmosphere throughout. A show stopping chef’s kitchen features sleek custom cabinetry, quartz countertops, a massive center island. The kitchen flows seamlessly into the fireplaced family room, where soaring windows fill the space with natural light. An elegant dining room is topped with a contemporary tray ceiling, adding architectural interest and sophistication. Each bathroom offers unique finishes including a striking quartzite sink in the powder room. The luxurious primary is complete with a spa-inspired bath featuring a soaking tub, steam shower, and rain head. An outstanding lower level with a gym area, playroom, and wet bar. Ideally situated in a highly convenient location with every amenity just moments away.
Nestled in the heart of Wellesley’s coveted Cliff Estates, this exquisite custom-built residence by a highly regarded builder blends timeless elegance w exceptional craftsmanship. Built in 2013, the home welcomes you w a sun-drenched two-story foyer, formal fireplaced livingroom, sophisticated dining room and a private first-floor office. The expansive family room flows seamlessly into the chef’s kitchen featuring premium finishes and a spacious dining area ideal for everyday living and entertaining. The second level offers a luxurious primary suite w a spa-inspired bath and exceptional walk-in closet, along w four additional bedrooms and conveniently located laundry room. The finished lower level features an entertainment lounge, media room, wet bar, wine cellar, and home gym. Outside, impeccably manicured grounds and a stunning stone waterfall create a private outdoor retreat. Just moments from Wellesley’s top schools, shops, restaurants, and commuter routes. An elegant masterpiece!
Not all new construction is created equal. The result of a visionary collaboration between acclaimed architecture firm Of Possible and renowned custom builder NS Builders, 45 White Oak Rd represents a rare opportunity to own a residence where design, craftsmanship, and performance were never compromised. Conceived as a showcase of what is possible when architecture and construction are executed at the highest level, this 7,200+ sq. ft. home balances architectural significance with the warmth and functionality required for everyday living. Expansive walls of glass create a seamless connection to the beautifully landscaped grounds, while custom German white oak millwork, curated natural stone finishes, and exceptional detailing reflect an uncompromising commitment to quality throughout. Designed for both grand entertaining and comfortable daily living, the home offers a level of craftsmanship, sophistication, and performance rarely found in today's market.
Set on one of Wellesley Farms’ most coveted and sought-after streets, this exceptional Colonial offers four levels of elegant living in one of Wellesley’s premier neighborhoods. Beautifully built and thoughtfully designed, the home features generously scaled rooms ideal for both comfortable everyday living and sophisticated entertaining. Sun-filled interiors showcase refined millwork, custom built-ins, rich architectural detail, and timeless craftsmanship throughout. The chef’s kitchen opens seamlessly to a welcoming family room with a fieldstone fireplace and French doors leading to a terrace overlooking private, professionally landscaped grounds. The second floor features a luxurious primary suite plus four additional bedrooms and three full bathrooms. The third level offers an en suite bedroom, ideal for guests, au pair, or home office use. The finished lower level includes a spacious recreation room and exercise room with sauna and full bath. An exceptional Wellesley residence.
Wonderful opportunity! Don’t miss this charming Wellesley home located in a desirable neighborhood. This flexible property is currently configured as a two-family residence, making it an excellent starter home with the added benefit of rental income to offset your mortgage. It can also be easily converted back into a spacious single-family dwelling, perfect for accommodating an extended family. The home features a classic wrap-around porch and is set on a generous 13,000 SF lot that offers endless outdoor potential, plus a large detached 2-car garage. Easy highway access to RT 95 and the Mass Pike.
Presenting this extraordinary, beautifully updated 1800s modern farmhouse in highly convenient Wellesley Hills. Privately set on a tucked-away lane w/ minimal traffic yet just a short walk to the train, shops & restaurants, this unique home features high ceilings, lovely appointments & a wonderful sense of connection throughout. A welcoming front porch & foyer open to sun-filled living spaces including a family room off the kitchen perfect for everyday living & entertaining. Dining & living rooms are enhanced by fireplaces & crown moldings. The primary suite offers a serene retreat w/ a newer bath. Three additional bedrooms, 2nd-floor laundry & bonus space above the 2-car garage provide comfort & flexibility. Relax on the porches, patio & grounds—a special home that must be experienced in person.
Completely reimagined, this exceptional 5,700+ sq ft residence is ideally situated on a quiet residential loop just steps from top-ranked Wellesley schools, Linden Square, commuter rail, Whole Foods, and parks. Designed for modern living, the home features sun-filled open-concept spaces, seamless indoor-outdoor flow, and beautifully connected kitchen, wet bar, and family room overlooking a level backyard surrounded by mature trees with a private feel that's rare this close to town. The impressive primary suite offers soaring ceilings, a private terrace, dual walk-in closets, and a spa-inspired bath, while generously scaled bedroom suites provide exceptional flexibility for work, study, and relaxation. A spectacular lower level with kitchenette, theater, lounge, fitness, and recreation areas creates the ideal setting for entertaining and everyday living. Turnkey throughout, this is a rare opportunity to enjoy walkable in-town living without sacrificing space, privacy, or modern comfort.
Full gut renovation & addition to this 4 bedroom home in the Poet's corner neighborhood. Fabulous open floor plan with 11' ceilings and filled with windows and sunshine. High end kitchen opens to dining room and spacious family room with built-ins. Huge walk-in food and appliance pantry. Living room with gas fireplace perfect for entertaining. First floor private office. Cozy dining nook plus sitting area over looks the bluestone patio. Oversized mudroom with built-in cubbies. Main suite with spa-like bath and walk-in closet. 3 additional rooms all similar in size with 2 more full baths. Lower level ideal for playroom or exercise plus huge storage room. This is a location close to Warren Park, Wellesley Lower Falls, Boston, train and major routes. Garage with Tesla charger. Aqueduct walking trails in the back just adds another dimension to this incredible home in one of Wellesley's favorite neighborhoods! Move right in!
Located in the coveted Cliff Estates, this beautifully expanded 13-room, 5,428 sq ft Garrison Colonial with contemporary addition is ideally set on a quiet cul-de-sac and surrounded by nature. The thoughtfully designed first floor features an updated kitchen with oversized island, pantry, abundant storage, and seamless flow into the spacious family room with custom windows and built-ins. Formal living and dining rooms, study, and two fireplaces create warm and inviting spaces for everyday living and entertaining. A first-floor guest bedroom with en-suite full bath offers flexibility for guests or extended family. Upstairs includes 4 spacious bedrooms, highlighted by the primary suite with double-sink bath and dual walk-in closets. Finished lower level offers three large and flexible office, play or fitness rooms plus a half-bath. Elevated deck overlooks private tree-lined yard.
STUNNING NEW-CONSTRUCTION-QUALITY RENOVATION! Completely gut-renovated 5BR/4.5BA home featuring an open, sun-filled floor plan, designer finishes, and a chef’s kitchen with premium appliances. Bright sunroom, spacious living areas, and a fully finished lower level ideal for a family room, gym, or guest space. A professionally installed perimeter French drain system ensures a dry basement. Enjoy outdoor living on the expansive deck overlooking the fully fenced backyard. Convenient Oakland Street location near shopping, dining, parks, and the Mass Pike. A rare turnkey opportunity offering luxury, comfort, and peace of mind.
Young & beautifully crafted, this exceptional home offers the perfect blend of modern luxury & everyday convenience. Designed for effortless living and entertaining, the sun-filled open floor plan is anchored by a stunning chef’s kitchen featuring high end appliances, walk in pantry & expansive countertops with generous gathering spaces that flow seamlessly into the inviting family room, LR & dining areas. Soaring ceilings and thoughtful design details create a sophisticated yet comfortable atmosphere throughout. Spacious primary suite includes 3 walk-in closets and a spa like bath. 4 additional bedrooms offer flexibility for multi use such as home office space. Fabulous lower features a home gym, playroom and full bathroom. Gorgeous level fenced in yard with beautiful plantings frame the property. Ideally located close to restaurants, schools, commuter routes, and everything the community has to offer, this home delivers both style and practicality in one exceptional package.
Overlooking the sweeping 18-hole vistas of Wellesley Country Club, this exceptional Colonial estate blends timeless New England elegance with refined modern living. Thoughtfully redesigned over a two-year collaboration with a premier design team, every detail — from the architecture and lighting to the soft blue-gray palette — was carefully curated to complement the surrounding landscape and evoke warmth, balance, and tranquility. The dramatic 20-foot living space creates an unforgettable first impression, where floor-to-ceiling windows frame breathtaking golf course views and ever-changing seasonal scenery. Expansive outdoor living areas extend seamlessly into the natural surroundings, creating an atmosphere that feels both serene and inspiring. Custom finishes, sophisticated interiors, a cathedral-ceiling sunroom, and thoughtfully integrated living spaces bring natural light and landscape views into every corner of the home, offering a sense of beauty, comfort, and calm throughout.
Privately set on 1.42 acres at the end of a secluded cul-de-sac, this gracious Colonial offers a rare blend of privacy, natural beauty, and timeless charm. Surrounded by mature trees and picturesque grounds, the home features sun-filled living spaces, an inviting family room with cathedral ceiling, spacious living room, and two fireplaces that bring warmth and character throughout. The generous primary suite provides a peaceful retreat, and the property is served by a 4-bedroom septic system, while central air conditioning and a two-car garage with EV charger add everyday convenience.Outdoor living is equally inviting with a stone patio and expansive deck designed for entertaining or simply unwinding in the tranquil setting. Rarely does a property offer such a serene and private atmosphere while remaining so well connected to everything Wellesley has to offer.
This stunning renovated four bedroom Colonial offers timeless appeal, comfortable living spaces & exceptional commuter convenience. Filled with natural light, the home features a welcoming living room with fireplace, formal dining room & an exceptional updated gourmet chef's kitchen with top of the line Thermador appliance for easy everyday living. Upstairs, a beautiful primary bedroom with marble bath offers comfortable accommodations. Two additional well proportioned bedrooms and full bath complete the 2nd floor, this flexible layout offers additional home office or guest space on the first floor. The secluded backyard boasts expansive stone patio perfect for relaxation, entertaining or enjoy time gardening in this fabulous fully fenced private yard surrounded by mature plantings. Ideally situated for today’s busy lifestyle, this home provides easy access to the commuter rail, major highways & schools, making trips into Boston & surrounding areas remarkably convenient.

Wellesley Hills is located in Massachusetts. Wellesley Hills, Massachusetts 02481has a population of 14,682. Wellesley Hills 02481 is more family-centric than the surrounding county with 46.4% of the households containing married families with children. The county average for households married with children is 36.79%.
The median household income in Wellesley Hills, Massachusetts 02481 is $226,250. The median household income for the surrounding county is $112,089 compared to the national median of $69,021. The median age of people living in Wellesley Hills 02481 is 35.3 years.
The average high temperature in July is 83 degrees, with an average low temperature in January of 16.7 degrees. The average rainfall is approximately 48.7 inches per year, with 49.9 inches of snow per year.